4-CHLORO-3-NITRO-BENZOIC ACID(5S,5AR,8AR,9R)-9-(4-METHOXY-PHENAZIN-2-YL)-8-OXO-5,5A,6,8,8A,9-HEXAHYDRO-FURO[3',4':6,7]NAPHTHO[2,3-D][1,3]DIOXOL-5-YL ESTER

/static/temp/default.svg

Search structure


Source	Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	ALSVTFPOQSYICE-ILMRHPAMSA-N
Smiles	COc1cc(cc2nc3ccccc3nc12)[C@H]4[C@@H]5[C@H](COC5=O)[C@H](OC(=O)c6ccc(Cl)c(c6)[N+](=O)[O-])c7cc8OCOc8cc47
InChI	InChI=1S/C33H22ClN3O9/c1-42-27-10-16(8-23-30(27)36-22-5-3-2-4-21(22)35-23)28-17-11-25-26(45-14-44-25)12-18(17)31(19-13-43-33(39)29(19)28)46-32(38)15-6-7-20(34)24(9-15)37(40)41/h2-12,19,28-29,31H,13-14H2,1H3/t19-,28+,29-,31+/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C33H22ClN3O9
Molecular Weight	640.0
AlogP	5.98
Hydrogen Bond Acceptor	11.0
Hydrogen Bond Donor	0.0
Number of Rotational Bond	6.0
Polar Surface Area	151.89
Molecular species	NEUTRAL
Aromatic Rings	5.0
Heavy Atoms	46.0

Assay Description	Organism	Bioactivity	Reference
Insecticidal activity against Mythimna separata (Oriental armyworm) pre-third-instar larvae fed on 1 mg/ml compound pre-treated wheat leaves assessed as induction of malformation of pupae with imperfect wings measured during emergence period by leaf-dipping method	Mythimna separata	None
Insecticidal activity against Mythimna separata (Oriental armyworm) pre-third-instar larvae fed on 1 mg/ml compound pre-treated wheat leaves assessed as insect mortality by leaf-dipping method	Mythimna separata	None
Insecticidal activity against Mythimna separata (Oriental armyworm) pre-third-instar larvae fed on 1 mg/ml compound pre-treated wheat leaves assessed as insect mortality measured after 34 days by leaf-dipping method	Mythimna separata	55.2 %
Insecticidal activity against Mythimna separata (Oriental armyworm) pre-third-instar larvae fed on 1 mg/ml compound pre-treated wheat leaves assessed as insect mortality measured after 20 days by leaf-dipping method	Mythimna separata	27.6 %
Insecticidal activity against Mythimna separata (Oriental armyworm) pre-third-instar larvae fed on 1 mg/ml compound pre-treated wheat leaves assessed as insect mortality measured after 10 days by leaf-dipping method	Mythimna separata	10.0 %

Cross References

Resources	Reference
ChEMBL	CHEMBL2268877
PubChem	76323182

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).